Hydrochloric Acid → HCID 22759262, compound

HRID 329284Notes

Reaction equation

HRID 329284 reaction equation
[BH4-].[Na+].[C:3]([CH:6]([CH2:16][CH2:17][CH2:18][CH:19]([OH:29])[CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])(=[O:5])[CH3:4].[OH-].[Na+].Cl>CCOCC.O>[OH:5][CH:3]([CH:6]([CH2:16][CH2:17][CH2:18][CH:19]([OH:29])[CH2:20][O:21][C:22]1[CH:23]=[CH:24][C:25]([F:28])=[CH:26][CH:27]=1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH3:4]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 22759241HCID 22759241, compound

Product 1

HCID 22759262HCID 22759262, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

Sodium borohydride (1.2 g., 0.03 mole) is added to a solution of 8-acetyl-12-hydroxy-13-(4-fluorophenoxy)-tridecanoic acid (15.4 g., 0.04 mole) and sodium hydroxide (2.0 g., 0.05 mole) in 70 ml. of water. The resulting solution is allowed to stand at room temperature for 19 hours, and is then acidified to Congo Red with concentrated hydrochloric acid. The oil product is taken up in ether, washed with water and dried over sodium sulfate. The ether is evaporated leaving 12.8 g. of the crude title compound as a brown oil.

Workup

  1. washwashed with water
  2. dry with materialdried over sodium sulfate
  3. customThe ether is evaporated
  4. customleaving 12.8 g

Sources & evidence

ORD record
ord-06ee9ed6520b47679645b79a03cf8210
Source dataset
uspto-grants-1977_04
Patent number
US04020177

Reaction notes

Loading…